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How to get fromWinnipeg to Kissimmeeby plane, train, bus, car, or train (Amtrak)

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There are 8 ways to get from Winnipeg to Kissimmee by plane, train, bus, car, or train (Amtrak)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Winnipeg J. A. Richardson International Airport to Orlando

    best
    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Orlando (MCO)plane plane YWG - MCO
    7h 58m
    $146–658

  2. Train, bus via Atlanta

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the bus from Toronto to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Atlanta Bus Stationbus bus
    4. Take the bus from Atlanta Bus Station to Orlandobus bus
    3d 2h
    $529–1,010

  3. Drive  1,980 mi

    1. Drive from Winnipeg to Kissimmeecar car 1,980 mi
    33h 23m
    $454–655

  4. Drive to Grand Forks International Airport, fly to Orlando

    1. Drive from Winnipeg to Grand Forks International Airport (GFK)car car
    2. Fly from Grand Forks International Airport (GFK) to Orlando (MCO)plane plane GFK - MCO
    11h 10m
    $178–705

  5. Fly Winnipeg J. A. Richardson International Airport to Tampa, train

    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Tampa (TPA)plane plane YWG - TPA
    2. Take the train from Tampa to Kissimmee Amtrak Stationtrain train
    12h 22m
    $198–773

  6. Drive to Grand Forks International Airport, fly to Tampa, train

    1. Drive from Winnipeg to Grand Forks International Airport (GFK)car car
    2. Fly from Grand Forks International Airport (GFK) to Tampa (TPA)plane plane GFK - TPA
    3. Take the train from Tampa to Kissimmee Amtrak Stationtrain train
    11h 48m
    $220–770

  7. Train

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to New York Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Kissimmee Amtrak Stationtrain train
    3d 4h
    $1,057–1,983

  8. Train, bus

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the bus from Toronto to Buffalobus bus
    3. Take the bus from Buffalo, Ny to Pittsburgh, Pabus bus 530
    4. Take the train from Pittsburgh Amtrak Station to Kissimmee Amtrak Stationtrain train
    3d 8h
    $1,039–2,033

Winnipeg to Kissimmee by train and bus

Calendar2Weekly Services
Duration3d 2hAverage Duration
Ticket$529Cheapest Price
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Comparing Your Travel Options

Map of how to get from Winnipeg to Kissimmee.ExpandLaunch map view
  • Distance: 1,725.5 mi
  • Duration: 7h 58m

What companies run services between Winnipeg, MB, Canada and Kissimmee, FL, USA?

WestJet, Delta, and two other airlines fly from Winnipeg J. A. Richardson International Airport (YWG) to Orlando (MCO) 5 times a day. Alternatively, you can take a train from Winnipeg to Kissimmee Amtrak Station via Toronto Union Station, Penn Station, and Ny Moynihan Train Hall At Penn Station in around 3d 4h.

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